I'm partial to everything2.com. Back in the early 00's, everything2 tried to be a Wikipeida, where people could post multiple entries on a topic. The best part is reading 16 year old, long form essays about places. The recent stuff is short stories, but the essays of the bay area from the peak of the bubble are fascinating.
Highlights:
* http://everything2.com/title/The+NoCal+Super+Layoff+Unemploy...